- Must visit
Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum lets visitors tour the writer's residence, gardens, and rooms tied to his Key West years.
Take a bus from Kissimmee, FL to Key West, FL and enjoy the approximately 259 miles (418 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
The earliest bus runs at 10:00, the last at 17:00.
Distance 259 miles (418 km) |
First bus 10:00 AM |
Last bus 5:00 PM |
Cheapest Month May |
Cheapest Day Wed |
High Season Apr - Jun |
Low Season Apr - Jun |
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Kissimmee, FL to Key West, FL.
Discover the best of Key West, FL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Key West, FL trip today.
The Ernest Hemingway Home and Museum lets visitors tour the writer's residence, gardens, and rooms tied to his Key West years.
The Key West Butterfly and Nature Conservatory features a glass habitat with butterflies, birds, and tropical plants in a calm setting.
The Key West Museum of Art and History at the Custom House presents island history, art, and rotating exhibitions in a grand landmark building.
Duval Street is Key West's main historic thoroughfare, lined with shops, galleries, and lively architecture across the old town.
Mallory Square is a waterfront plaza known for harbor views, public space, and easy access to the historic seaport district.
Fort Zachary Taylor Historic State Park combines a coastal fort, walking paths, shaded grounds, and one of the island's best natural beaches.
Tangy pie made with Key lime juice, sweetened condensed milk, and a graham cracker crust. It is the island's signature dessert and a classic Florida Keys specialty.
Fresh local pink shrimp, usually simply peeled and chilled or lightly cooked. They are prized in the Keys for their sweet flavor and local waters.
Whole snapper, often yellowtail, seasoned and grilled or baked. It reflects Key West's strong fishing culture and the abundance of fresh local catch.
Polished seafood restaurant focused on Florida fish, oysters, and seasonal ingredients in a refined but approachable dining room.
Beloved casual spot for Cuban coffee, breakfast, sandwiches, and Cuban toast. A dependable choice for everyday local flavors.
Historic seafood house known for pink shrimp, conch dishes, and classic Key lime pie in a lively, casual Old Town setting.
Very pricey versus many US beach towns; hotels, seafood, and drinks run high, while transit is limited and parking can add costs.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and small change at cafes.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Key West, FL.
Find answers to the most common questions about traveling from Kissimmee, FL to Key West, FL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Key West, FL, this guide helps you travel smarter and with confidence.

Most Kissimmee, FL to Key West, FL buses use the to Key West, South Roosevelt Boulevard (Key West International Airport) station pair. Use this guide to compare Kissimmee, FL and Key West, FL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Key West, South Roosevelt Boulevard (Key West International Airport) is 2 km from Key West city centre. Public transport options include:
Key West, South Roosevelt Boulevard (Key West International Airport) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Key West, South Roosevelt Boulevard (Key West International Airport). ATMs are available at Key West, South Roosevelt Boulevard (Key West International Airport).
Ticket office support is available at Key West, South Roosevelt Boulevard (Key West International Airport).
Available at Key West, South Roosevelt Boulevard (Key West International Airport): Parking, Taxis, WC.
Accessibility facilities are available at Key West, South Roosevelt Boulevard (Key West International Airport): The station is wheelchair accessible.
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